Melitracen

Names

[ Name ]:
Melitracen

[Synonym ]:
Melitracen
Melitracene
Adaptol
Thymeol
Trausabun
Meltiracene
9.9-Dimethyl-10-<3-dimethylamino-propyliden>-9.10-dihydro-anthracen
Dixeran

Biological Activity

[Description]:

Melitracen (Melitracene) is an orally active tricyclic antidepressant and it is also a bipolar thymoleptic with activating properties. Melitracen inhibits 3H-5-HT and 14H-5-HT with IC50s of 670 nM and 5500 nM, respectively. Melitracen can be used for the research of depression and anxiety[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[Target]

IC50: 670 nM (3H-5-HT), 5500 nM (14H-5-HT)[2]

[In Vitro]

Melitracen (0-10 μM; 10 min) inhibits 3H-5-HT in synaptosomes and 14H-5-HT in blood platelets[2]. Cell Viability Assay[2] Cell Line: Synaptosomes and blood platelets from male albino rats Concentration: 0-10 μM Incubation Time: 10 min Result: Inhibited 3H-5-HT in synaptosomes and 14H-5-HT in blood platelets with IC50s of 670 nM and 5500 nM, respectively.

[In Vivo]

Melitracen (10-90 mg/kg; p.o. daily for 3 months) affects behavior, weight and growth of rats[1]. Animal Model: Male and female Wistar rats[1] Dosage: 10, 30 and 90 mg/kg Administration: Oral gavage; 10-90 mg/kg daily; for 3 months Result: Showed aggressive behaviour, excitability, body and livers weight gain, and livers slight atrophic with increasing dose to rats.

[References]

[1]. Shimamoto K, et al. Relationship between the restriction of food intake and Melitracen, an antidepressant, in the rat. Acta Sch Med Univ Kioto. 1967 Jul;40(1):25-37.

[2]. Hyttel J. Effect of a specific 5-HT uptake inhibitor, citalopram (Lu 10-171), on 3H-5-HT uptake in rat brain synaptosomes in vitro. Psychopharmacology (Berl). 1978 Dec 15;60(1):13-8. doi: 10.1007/BF00429172. PMID: 104340.

Chemical & Physical Properties

[ Density]:
1.046g/cm3

[ Boiling Point ]:
399.1ºC at 760mmHg

[ Molecular Formula ]:
C₂₁H₂₅N

[ Molecular Weight ]:
291.43000

[ Flash Point ]:
174.4ºC

[ Exact Mass ]:
291.19900

[ PSA ]:
3.24000

[ LogP ]:
4.70930

[ Index of Refraction ]:
1.4900 (estimate)

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB0770000

CHEMICAL NAME :: delta-(sup 9(10),gamma)-Anthracenepropylamine, N,N,10,10-tetramethyl-

CAS REGISTRY NUMBER :: 5118-29-6

LAST UPDATED :: 199612

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C21-H25-N

MOLECULAR WEIGHT :: 291.47

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 170 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 96 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 315 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 131 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 52 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 25,519,1970

Safety Information

[ HS Code ]:
2921499090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2921499090

[ Summary ]:
2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Related Compounds

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